Trail Running calendar near Oxford 2025-2026

The Last Man Standing Ultramarathon is a unique backyard ultra race set in the scenic trails of Pineland Farms, New Gloucester, Maine. Participants tackle a 4.2-mile loop with moderate elevation gain, aiming to complete as many laps as possible within an hour each. The event continues until only one..

The Five Fields Farm Races, held in Bridgton, Maine, feature two challenging trail running events: a 50K ultra marathon and a 10K race called the Bald Pate 10K. The 50K is part of the Loon Echo Race Series and caters to both seasoned ultra runners and newcomers seeking a tough endurance challenge. T..

The Fall Trail Running will take place in Gorham from Monday 1 September 2025 to Friday 10 October 2025.

The Cherry Hill Farm Ultra is an exciting trail running event taking place in Gorham, Maine, featuring a 50K and a 25K race option. The 50K race consists of 12 loops, each measuring 2.6 miles, designed to challenge both novice and experienced runners. The course is flat and non-technical, making it..

The Megunticook Trail Festival in Camden, Maine, features three challenging trail races set in the scenic Camden Hills State Park. The events include the 50K ultramarathon, the Halfast 20K, and the Wicked Tough 10K, each offering unique experiences of the area's rugged terrain and stunning views of..

The Kismet Cliff Run, held annually in September in North Conway, New Hampshire, offers two challenging trail races set in the scenic White Mountains. Participants can choose the Little Beast 5 Miler, featuring technical single-track trails with steep ascents and descents around Echo Lake State Park..

The Mt. A Trail Challenge is an annual running event taking place at Mount Agamenticus in York, Maine. Scheduled for September 20, 2025, the event features two courses: a 5K and a 1-mile challenge, allowing participants to run, hike, or stroll.The race is timed traditionally with stopwatches, and wh..

The 2025 ACT Trail Fest, held at 257 Limerick Road in Arundel, Maine, offers a scenic trail running experience through the Arundel Conservation Trust's multi-purpose trails and the Eastern Trail. Participants can choose from a 5K, 10K, or half marathon, all starting and finishing at the Arundel Muni..

The Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, within the White Mountain National Forest. It offers three distances: 50 miles, 25 miles, and 25 kilometers, all following the rugged Kilkenny Ridge Trail. The course features approximately 7,500 feet of eleva..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

The Farm to Farm Ultra is a running event scheduled for September 28, 2025, in Freeport, Maine. It offers multiple race distances, including a 50-mile, 50K, 25K, and relay options. The course features scenic rolling hills on paved roads and trail sections through Crystal Spring Farm, with aid statio..

The Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring significant elevation gains and technical single-track terrain. Participants tackle steep climbs, including 1,700 feet over 2 miles up Bald Peak and another 1,900 feet over 2.5 miles on the Southwest Ridge..

The Bobcat Ridge 25k is a trail running event held at the Edwin L. Smith Preserve in Kennebunkport, Maine. This 25-kilometer race takes participants through scenic trails within the preserve, offering a challenging and beautiful outdoor experience.The event supports the Kennebunkport Conservation Tr..

Bubba's Backyard Ultra is an exciting running event held in Center Conway, NH, featuring the Last Person Standing format. Participants tackle a challenging 3.5-mile loop course that includes forest trails, snowmobile paths, fields, and logging roads, with an elevation gain of approximately 250 feet..

Trust Trail Fest October is a trail running event held at the Kennebunkport Conservation Trust headquarters in Kennebunkport, Maine. Participants can choose between a 5k or 10k race that winds through scenic forest trails featuring natural terrain such as rocks, roots, and possible mud. The race sta..

The Land of Light 100k is a unique endurance event held in Norway, Maine, featuring a combination of running and cycling across six distinct trail systems. The race covers a total of 100 kilometers, with 25k of running and 75k of cycling, starting at the Virgil Parris Preserve. Participants navigate..

The Randolph Ramble is a challenging 10-kilometer trail race set in the scenic Great North Woods of Randolph, New Hampshire, located at the base of the Northern Presidentials. This self-supported race emphasizes participants' self-sufficiency, as there are no aid stations along the course. Runners a..

The Big Brad Ultras is a challenging trail running event held in Pownal, Maine, featuring multiple race distances: 50 Miler, 50K, and 25K. Participants will navigate a scenic 16.5-mile loop through Bradbury Mountain State Park, including rugged terrain with hills, rocks, roots, and scenic vistas, es..

The Blackout 5k/10k is a mountain race held at Cranmore Resort in North Conway, NH, on November 1, 2025. Participants can choose between a 5K or 10K course, which features a mix of access roads and ski trails, illuminated with reflective flagging and LED lanterns. The event includes check-in, bib pi..

The Jackson 5k Turkey Trot & Kids Fun Run is a Thanksgiving morning event held in Jackson, New Hampshire. The race features a 5k trail run through scenic areas including the Jackson Nordic Trails and Eagle Mountain House golf course, starting at Jackson Falls Bridge. There is also a 1k Kids Fun Run..